Tarafenacin

Base Information

• Chemical Name: Tarafenacin
• CAS No.: 385367-47-5
• Molecular Formula: C21H20F4N2O2
• Molecular Weight: 408.3893128
• Mol file: 385367-47-5.mol

Synonyms:Tarafenacin;SVT-40776 (Tarafenacin);N-(3-Fluorophenyl)-N-[(3,4,5-trifluorophenyl)methyl]carbamic acid (3R)-1-azabicyclo[2.2.2]oct-3-yl ester

Chemical Property of Tarafenacin

Chemical Property:

• Boiling Point: 483.4±45.0 °C(Predicted)
• PKA: 8.80±0.33(Predicted)
• PSA: 32.78000
• Density: 1.38
• LogP: 4.41830
• Solubility.: Soluble in DMSO

Purity/Quality:

99%+, ^*data from raw suppliers

Tarafenacin(SVT-40776) >98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Tarafenacin

There total 8 articles about Tarafenacin which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 8.8%

→ Tarafenacin (385367-47-5)

Guidance literature:

Reference yield:

(3-Fluorophenyl)-(3,4,5-trifluorobenzyl)amine (637744-49-1) + (R)-imidazole-1-carboxylic acid 1-azabicyclo[2.2.2]oct-3-yl ester (552831-23-9) → Tarafenacin (385367-47-5)

Guidance literature:

(3-Fluorophenyl)-(3,4,5-trifluorobenzyl)amine; With n-hexyllithium; In tetrahydrofuran; hexanes; at -10 ℃; for 3h;

(R)-imidazole-1-carboxylic acid 1-azabicyclo[2.2.2]oct-3-yl ester; In tetrahydrofuran; hexanes; at -10 - 20 ℃; for 3.25h;

Reference yield:

(3R)-(3-fluorophenyl)-(3,4,5-trifluorobenzyl) carbamic acid 1-aza-bicyclo[2.2.2]oct-3-yl ester hydrochloride (552860-82-9) → Tarafenacin (385367-47-5)

Guidance literature:

With sodium carbonate; In water;

upstream raw materials:

(3R)-(3-fluorophenyl)-(3,4,5-trifluorobenzyl) carbamic acid 1-aza-bicyclo[2.2.2]oct-3-yl ester hydrochloride

(3-Fluorophenyl)-(3,4,5-trifluorobenzyl)amine

(R)-imidazole-1-carboxylic acid 1-azabicyclo[2.2.2]oct-3-yl ester

C₁₃H₇F₄N

Downstream raw materials:

(3R)-3-[(3-fluorophenyl)(3,4,5-trifluorobenzyl)carbamoyloxy]-1-(2-phenoxyethyl)-1-azoniacyclo[2.2.2]octane bromide

Refernces

• 1、 -. "Stable crystalline salt of (R)-3-fluorophenyl-3,4,5-trifluorobenzylcarbamic acid 1-azabiciyclo [2.2.2]oct-3-yl ester". Page/Page column 7; 10. . Retrieved 2009/06/27.
• 2、 -. "NOVEL QUINUCLIDINE DERIVATIVES AND MEDICINAL COMPOSITIONS CONTAINING THE SAME". Page 34. . Retrieved 2008/06/13.